p-Fluoronitrobenzene → [2-(1-{4-[3-(4-Chloro-3-(trifluoromethyl)phenyl)ureido]phenyl}-1H-indol-4-yloxy)ethyl]-methylcarbamic acid tert-butyl ester

HRID 1912774Notes

Reaction equation

HRID 1912774 reaction equation
[C:1]([O:5][C:6](=[O:21])[N:7]([CH2:9][CH2:10][O:11][C:12]1[CH:20]=[CH:19][CH:18]=[C:17]2[C:13]=1[CH:14]=[CH:15][NH:16]2)[CH3:8])([CH3:4])([CH3:3])[CH3:2].F[C:23]1[CH:28]=[CH:27][C:26]([N+:29]([O-])=O)=[CH:25][CH:24]=1.[Cl:32][C:33]1[CH:38]=[CH:37][C:36]([N:39]=[C:40]=[O:41])=[CH:35][C:34]=1[C:42]([F:45])([F:44])[F:43]>>[C:1]([O:5][C:6](=[O:21])[N:7]([CH2:9][CH2:10][O:11][C:12]1[CH:20]=[CH:19][CH:18]=[C:17]2[C:13]=1[CH:14]=[CH:15][N:16]2[C:23]1[CH:28]=[CH:27][C:26]([NH:29][C:40]([NH:39][C:36]2[CH:37]=[CH:38][C:33]([Cl:32])=[C:34]([C:42]([F:44])([F:43])[F:45])[CH:35]=2)=[O:41])=[CH:25][CH:24]=1)[CH3:8])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 3

HCID 9590p-FluoronitrobenzeneHCID 27332651-Chloro-4-isocyanato-2-(trifluoromethyl) benzeneHCID 10708626[2-(1H-indol-4-yloxy)ethyl]-methylcarbamic acid tert-butyl ester

Product 1

HCID 59725986[2-(1-{4-[3-(4-Chloro-3-(trifluoromethyl)phenyl)ureido]phenyl}-1H-indol-4-yloxy)ethyl]-methylcarbamic acid tert-butyl ester

Procedure

The title compound can be synthesized from [2-(1H-indol-4-yloxy)ethyl]-methylcarbamic acid tert-butyl ester, 4-fluoronitrobenzene and 4-chloro-3-(trifluoromethyl)-phenyl isocyanate by using the same techniques as in Example 1.

Sources & evidence

ORD record
ord-9a4b7ef790734533a67975216dec382f
Source dataset
uspto-grants-2013_12
Patent number
US08609656B2

Reaction notes

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